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One‐Pot Preparation of Arylethynyl Sulfides and Bis(arylethynyl) Sulfides
Author(s) -
Su Qiong,
Zhao ZiJian,
Xu Feng,
Lou PengCai,
Zhang Kai,
Xie DeXun,
Shi Lei,
Cai QingYun,
Peng ZhiHong,
An DeLie
Publication year - 2013
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201201422
Subject(s) - chemistry , tetrahydrofuran , lithium (medication) , base (topology) , nuclear chemistry , inorganic chemistry , organic chemistry , solvent , medicine , mathematical analysis , mathematics , endocrinology
An efficient preparation for arylethynyl sulfides 1 and bis(arylethynyl) sulfides 2 has been accomplished through a one‐pot, three‐step strategy that starts from arylethanonyl sulfides and bis(arylethanonyl) sulfides, respectively, without the use of various terminal arylacetylenes as substrates. When lithium hexamethyldisilazane (LHMDS), ClP(O)(OEt) 2 , and LHMDS were sequentially added to a tetrahydrofuran solution of different substrates [arylethanonyl sulfides or bis(arylethanonyl) sulfides], 1 or 2 were obtained in moderate to good yields. The reaction procedure involves the formation of an enol phosphate and a subsequent base‐induced elimination.
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